结构:CCOC(=O)C1OC1c1ccccc1
HCID8469

Ethyl 3-phenylglycidate

ethyl 3-phenyloxirane-2-carboxylate

C11H12O3192.21 g/molCAS 121-39-1

IDENTITY

结构与身份

标准 SMILES
CCOC(=O)C1OC1c1ccccc1
InChIKey
GOMAKLPNAAZVCJ-UHFFFAOYSA-N
分子式
C11H12O3
平均分子量
192.21 g/mol
单同位素质量
192.07864424

COMPUTED

结构计算性质

已同步
XLogP
1.7
极性表面积
38.8 Ų
氢键供体
0
氢键受体
3
可旋转键
4
重原子
14
形式电荷
0
复杂度
209

PROPERTIES

实验与物化性质

来源:PubChem
pH

ACID VALUE: NOT MORE THAN 1.0

Odor

STRONG FRUITY ODOR SUGGESTIVE OF STRAWBERRY

Taste

SWEET TASTE CORRESPONDING TO FRUITY ODOR

Density

1.122 (NTP, 1992) - Denser than water; will sink

1.120-1.128 @ 25/25 °C

1.120-1.125

Color/Form

COLORLESS TO PALE-YELLOW LIQUID

Solubility

Slightly soluble (1-10 mg/ml) (NTP, 1992)

1:6 IN 70% ALCOHOL; 1:1 IN 80% ALCOHOL

Insoluble in water; Soluble in ether, oils

Soluble (in ethanol)

Flash Point

greater than 200 °F (NTP, 1992)

100 °C

Boiling Point

509 to 518 °F at 760 mmHg (NTP, 1992)

96 °C (0.5 mm Hg)

Melting Point

less than 32 °F (NTP, 1992)

Refractive Index

INDEX OF REFRACTION: 1.5190-1.5230 (1.516-1.521) AT 20 °C

1.516-1.521

Physical Description

Ethyl-3-phenylglycidate appears as clear pale yellow or yellow liquid. (NTP, 1992)

Colorless to pale yellow liquid with a strong fruity odor like strawberries; [HSDB]

Clear, Colourless to pale yellow liquid; Strong fruity aroma suggestive of strawberry

Kovats Retention Index

1529;1529

GHS

GHS 分类

来源:PubChem
GHS Classification

Warning

H317 (99.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1593 reports by companies from 6 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Regulatory Information

Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22103

Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Fire Hazards

This chemical is probably combustible. (NTP, 1992)

Hazards Summary

A mutagen; [RTECS] No sensitization reactions in 25 human volunteers; [HSDB] May polymerize in contact with catalysts or heat; [CAMEO] Safe when used as a flavoring agent in food; [JECFA] An irritant; [MSDSonline]

FDA Requirements

FDA 121.1164

Reactive Group

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters;Epoxides;Polymerizable Compounds

Reactivity Alerts

Polymerizable

Reactivity Profile

Epoxides are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Air and Water Reactions

Slightly water soluble.

Hazard Classes and Categories

Skin Sens. 1B (99.6%)

SAFETY

安全与防护

来源:PubChem
Fire Fighting

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

First Aid

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Nonfire Spill Response

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Personal Protective Equipment (PPE)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

TOXICITY

毒理信息

来源:PubChem
Human Toxicity Excerpts

TESTED AT 4% IN PETROLATUM, IT PRODUCED NO IRRITATION AFTER A 48-HOUR CLOSED-PATCH TEST IN 25 HUMAN SUBJECTS. A MAXIMIZATION TEST WAS CARRIED OUT ON 25 VOLUNTEERS. THE MATERIAL WAS TESTED AT A CONCENTRATION OF 4% IN PETROLATUM AND PRODUCED NO SENSITIZATION REACTIONS.

Non-Human Toxicity Excerpts

ETHYL PHENYLGLYCIDATE APPLIED FULL STRENGTH TO INTACT OR ABRADED RABBIT SKIN UNDER OCCLUSION WAS NOT IRRITATING.

REGULATORY

法规信息

来源:PubChem
Regulatory Information

Chemical: Oxiranecarboxylic acid, 3-phenyl-, ethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 25-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22103

Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

FDA Requirements

FDA 121.1164

PHARMACOLOGY

药理信息

来源:PubChem
Cellular Locations

Cytoplasm;Extracellular

USES

用途与制造

来源:PubChem
Uses

Used as a flavor ingredient and a fragrance in soaps, detergents, creams, lotions, and perfumes; [HSDB]

AS FRAGRANCE IN SOAPS, DETERGENTS, CREAMS, LOTIONS, PERFUME

IN BERRY & CHERRY FOOD FLAVORINGS

FLAVORING AGENT IN GELATINS, PUDDINGS & BAKED GOODS

FLAVORING AGENT IN CANDY, ICE CREAM & BEVERAGES

U.S. Exports

(1979) No Data

(1981) No Data

U.S. Imports

(1980) 6.01X10+5 GRAMS (PRINCPL CUSTMS DISTS)

(1981) 1.82X10+3 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production

(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1981) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Methods of Manufacturing

BY THE REACTION OF BENZALDEHYDE AND THE ETHYL ESTER OF MONOCHLORACETIC ACID IN THE PRESENCE OF AN ALKALINE CONDENSING AGENT: BEDOUKIAN PZ, PERFUMERY AND FLAVORING SYNTHETICS 2ND EDITION, 297 (1967), ELSEVIER PUBLISHING COMPANY, NEW YORK.

REACTION OF BENZALDEHYDE WITH ETHYL MONOCHLORACETATE IN PRESENCE OF AN ALKALINE CONDENSING AGENT; REACTION OF THE SILVER SALT OF PHENYL GLYCIDIC ACID WITH ETHYL IODIDE

Household Products

Information on 3 consumer products that contain Ethyl 3-Phenylglycidate in the following categories is provided:;• Personal Care

Use Classification

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information

2-Oxiranecarboxylic acid, 3-phenyl-, ethyl ester: ACTIVE

ASSAY: 99% MIN (98%).

CONCENTRATION IN FINAL PRODUCT (%): SOAP: USUAL 0.01, MAXIMUM 0.1; DETERGENT: USUAL 0.001, MAXIMUM 0.01; CREAMS, LOTIONS: USUAL 0.01, MAXIMUM 0.05; PERFUME: USUAL 0.15, MAXIMUM 0.4.

REPORTED USES: NON-ALCOHOLIC BEVERAGES 4.6 PPM, ICE CREAMS, ICES, ETC 12 PPM, CANDY 18 PPM, BAKED GOODS 20 PPM, GELATINS AND PUDDINGS 10-70 PPM.

THE COUNCIL OF EUROPE (1970) INCLUDED ETHYL PHENYLGLYCIDATE IN ITS LIST OF TEMPORARILY ADMISSIBLE ARTIFICIAL FLAVORING SUBSTANCES.

FEMA 2454

ALIASES

名称与别名

82
Ethyl 3-phenylglycidate121-39-1Ethyl 3-phenyloxirane-2-carboxylateEthyl phenylglycidateETHYL 2,3-EPOXY-3-PHENYLPROPIONATEOxiranecarboxylic acid, 3-phenyl-, ethyl esterGlycidic acid, 3-phenyl-, ethyl esterFEMA No. 2454DTXSID80258863-Phenylglycidic acid, ethyl esterEthyl 3-phenyl-2,3-epoxypropionateEthyl alpha,beta-epoxyhydrocinnamate2VVS520ZWMEthyl alpha,beta-epoxy-alpha-phenylpropionateNSC-8899DTXCID9058862-Oxiranecarboxylic acid, 3-phenyl-, ethyl ester3-EPGethyl-3-phenylglycidateRefChem:138719

REACTIONS

参与反应

8
HRID134881

Training data from https://doi.org/10.1039/C8SC04228D (9/10)

作为反应物
HRID 134881 方程式

Training data from https://doi.org/10.1039/C8SC04228D (9/10) · 10.1039/C8SC04228D

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HRID1546825

Training data from https://doi.org/10.1039/C8SC04228D (1/10)

作为反应物
HRID 1546825 方程式

Training data from https://doi.org/10.1039/C8SC04228D (1/10) · 10.1039/C8SC04228D

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HRID1572713

Training data from https://doi.org/10.1039/C8SC04228D (1/10)

作为反应物
HRID 1572713 方程式

Training data from https://doi.org/10.1039/C8SC04228D (1/10) · 10.1039/C8SC04228D

查看条件与参与物